Blue trisazo coloring-matter.



ran stares earner enr c AUGUST BLANK, cam; nnrnnnnnrcn, AND aorrennns JANSEN, 0F LEvnn UsEN, NEAR conoenn, GERMANY, assrenons r0 SYNTHETIC'PATENTS 00., me, OF NEW YORK, N. Y., A CORPORATION or NEW YORK.

BLUE TRISAZO COLORING-MATTER.

11,125,050. w re To all whom it may concern Be it known that We, AUGUST BLANK, CARL Hnlnnnnnron, and JOHANNES JANsEN, doctors of philosophy, chemists, citizens of the German Empire, residing at Leverkusen, near Cologneon-the-Rhine', Germany, have invented new and useful Improvements in Blue Trisazo Coloring-Matter, of which the following is a specification;

The present invention relates to the manufac'ture of new azo dyestufis capable of dyeing cotton in blue shades which by an after treatment with formic aldehyde are rendered fast to washing.

The process for producing the new dyes consists in combining a diazotized 'acidyl diamin or a nitro-ainin with a suitable alpha-naphthylamin compound capable of being diazotized after combination, rediazotizing the azo dye obtained, combining it with-the same or another of such a middle component, rediazotizing, combining with resorcin, eliminating the acidyl radical from the acidyl compounds or reducing the nitro group. The coloring matters thus produced are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in Water; yielding upon treatment with stannous chlorid and hydrochloric acid a diamin, an Let-naphthylenediarnin and aminoresorcin. They dye cotton in generally blue shades which can be developed on the fiber with formic aldehyde, blue shades being obtained of very good fastness to washing. In order to illustrate the new process more fully the following example is given, the parts being by werghtz-18 parts of monooxlyl-para-phenylenediamin (NH C H NHCOCOOH) are dissolved in 3000 parts of water containing 53 parts of sodium carbonate, 35 parts of hydrochloric acid of 19 B. are added and the ll'llXt!1l6,aTlJ/l" being cooled to 5 C. is diazotized with 6.9

SO H

Instead of oXalyl-para-phenylenediamin other acidyl diamins or their sulfonic acids Specification of Letters Patent.

Patented Jan. 19, 1915.

Application filed April 21, 1914. Serial No. 833,489.

The diazocompound is filtered ofl, stirred up With acid Water and added to a solution of 24.5 arts of l-naphthylamin-Z-sulfonic acid (sodium salt) in 500 parts of Water and 100 parts of a sodium acetate solution (25 per cent). After anhour the mixture is neutralized with Na CO and'is stirred for 12 hours. Subsequently 80 parts of hydro chloric acid and 7.5 parts of nitrite are added and the mixture is stirred for 4 hours. The diazo compound is filtered 0d, stirred up with Water and added to a solution of 11 parts of resorcin in 400 parts of Water and 20 parts of calcined soda. The dye is precipitated with common salt and filtered ofi. It is then stirred up with 1200 parts of boiling water and the solution in order to eliminate the oxalyl group is heated to boiling for 10 minutes with 170 parts of a 30 per cent. caustic soda lye, then cooled to 70 C. and the excess NaOH neutralized with acid. The dye is salted out, filtered ofi and dried.

The new coloring matter is after being dried and pulverized in the shape of its concentrated sulfuric acid with a green coloration, yielding upon treatment with stannous chlorid and hydrochloric acid paraphenylenediamin, 1.4 diaminonaphthalene- T-sulfonic acid and aminoresorcin. lit dyes cotton in blue shades, which when developed with formic aldehyde change into blue shades of excellent iastness to washing:

The new dye has in a free state most probably the formula e. g. monoacidyl derivatives of chlorc-paraphenylenediarnin, chloroethoxy-parwphe nylenediamin, dianisidin, nieta-phenylenediamin, para-phenylenediamin 'sultonic acid, L l-naphthylenediamin sulfonic acid, meta-o phenylenediamin sulfonic acid, meta-toluylenediamin sulfonic acid can be used.

The 1.7-naphthyl-amin sulfonic acidcan be replaced by other middle components, such as the 1.6-naphthylamin sulfonic acid, alpha-naphthylainin and aminonaphtholothers or aminonaphtholether sultonicacids.

l. The herein described new trisazo dyestuffs, obtainable from a diazotized acidyl diamin, two molecules of a suitable alphanaphthylamin compound and resorcin, which dyes are after being dried and pullverized fin the shape of their alkaline salts dark powders soluble in water; yielding upon treatment with stannous chlorid and hydrochloric acid a diamin, an 1. l-naphthylenediamin and aminoresorcin; dyeing cotton generally in blue shades which can be developed on the fiber with formic aldehyde, shades of very good tastness to washing being obtained, substantially as described.

2. The herein described new trisazo dyestuffs, obtainable from a diazotized acidyl diamin, two molecules of a suitable alphanaphthylamin sulfonic acid and resorcin, which dyes are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water; yielding upon treatment with stannous chlorid and hydrochloric acid a diarnin, an Lel-naph thylenediamin sultonic acid and aminoresorcin; dyeing cotton generally in blue shades which can be developed on the Tiber with formic aldehyde, shades of very good mat nee fastness to washing being obtained, sub stantially as described.

3. The herein described new trisazo dyestufls, obtainable from a diazotized 'acidyl paraphenylenediamin, two molecules of suitable alpha-naphthylamin compound and 4&5 resorcin, which dyes are after being dried and pulverized in the shape of their alkaline salts dark powders soluble'in water; yield ing upon treatment with stannous chlo and hydrochloric acid a paraphenylenediamin, an L-naphthylenediamin and amino resorcin; dyeing cotton generally in blue shades which can be developed on the fiber with formic aldehyde, shades of very go: fastness to washing being obtained, substa;1- f tially as described.

l. The herein described new trisazo stufls, obtainable from a diazotized aci paraphenylenedianiin, two molecules o; suitable alpha-naphthylamin sulitonic and resorcin, which dyes are after be dried and pulverized in the shape of the alkaline salts dark powders soluble in water; yielding upon treatment with stann-ous chlorid and hydrochloric acid a paraphenylenediamin, an ld-naphthylenediarn 'i sulfonic acid and amino-resorcin; dyein cotton generally in blue shades which can be developed on the fiber with formic aldehyde, shades of very good tastness to Washing being obtained, substantially as described.

5. The herein described new trisazo dyestufif, obtainable from monooXalyl-pr phenylenediamin, l-naphthylarnin-"l-suliic 'acid and resorcin, which dye is after-be dried and pulverized in the shape of so dium salt a dark powder having in a tree state most probably the formula:

soluble in water with a reddish-black coloration, soluble in concentrated sulfuric acid with a green coloration; yielding upon treatment with stannous chlorid and hydrochloric acid para-phenylenediamin, ifs-diaminonaphthalene-7-sultonic acid and anoinoresorcini' dyeing cotton in blue shades, which can be'rendered fast to washing by developing them with formic aldehyde, substantially as described,

lnt testimony whereoi we have hereu to set our hands in the presence of two sub scribing witnesses.

AUGUEBT BLANK. CARL HETDENRETCH, JtDHANNES JANSEN,

Witnesses lhonrs VANnonN, Hans Bnticnnna 

